Methyl 2,4-dioxopentanoate

Name: Methyl 2,4-dioxopentanoate
Brand: ChemScene
Availability: InStock
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CAS No. 20577-61-1
Cat. No. CS-W009533
Purity≥98%
MDL No.MFCD00043638

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 20577-61-1

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General Information

CAS No. 20577-61-1
Cat. No. CS-W009533
Purity ≥98%
MDL No. MFCD00043638
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₈O₄
Molecular Weight 144.13
Synonym(s) Methylacetylpyruvate
SMILES CC(CC(C(OC)=O)=O)=O

Description

Methyl 2,4-dioxopentanoate is a versatile β-keto ester featuring a reactive enolizable α-position flanked by two carbonyl groups. This structural motif enables facile alkylation and condensation reactions, making it a key building block in the synthesis of substituted pyrones, heterocycles, and complex natural product intermediates under standard conditions.

Application

Methyl 2,4-dioxopentanoate serves as a versatile synthon in organic synthesis, enabling efficient construction of substituted β-keto ester frameworks. Its α,β-unsaturated carbonyl system facilitates Michael additions, aldol condensations, and heterocycle formation under mild conditions. The molecule exhibits good bench stability and compatibility with common functional groups, simplifying purification and integration into multi-step sequences. Functions as a key building block for bioactive heterocycles and natural product derivatives.

Synthesis

Route1
- 553-90-2
- 67-64-1
- ~92%
- In-stock
  
  20577-61-1
References
- Li, Bin; Yang, Huibin; Wang, Junfeng; Yu, Haibo; Zhang, Hong; Li, Zhinian; Song, Yuquan Patent: US2011/46186 A1, 2011 ; Location in patent: Page/Page column 7 ;
Route2
- 124-41-4
- 95-92-1
- 67-64-1
- ~%
- In-stock
  
  20577-61-1
References
- Acta Chemica Scandinavica (1947-1973), , vol. 3, p. 335,347 Gazzetta Chimica Italiana, , vol. 68, p. 616 Journal of the American Chemical Society, , vol. 67, p. 1508

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 60.44
LogP -0.2924
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Functional Group Ester

Key Words

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Methyl 2,4-dioxopentanoate

CAS No. 20577-61-1

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